
Apartment holiday rentals in Castiglion Fiorentino
Find and book unique apartments on Airbnb
Quick stats about flat rentals in Castiglion Fiorentino

Total holiday rentals
Explore 40 holiday rentals in Castiglion Fiorentino

Nightly prices starting at
Castiglion Fiorentino holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 680 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Castiglion Fiorentino holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Castiglion Fiorentino rentals

4.9 Average rating
Castiglion Fiorentino stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated apartment rentals in Castiglion Fiorentino
Guests agree: these apartments are highly rated for location, cleanliness and more.

Cortona’s Rooftop Nest
L’appartamento è sito in pieno centro storico proprio di fronte alla meravigliosa chiesa di San Francesco e a pochi passi dalla piazza principale.Arredato in stile country chic e dotato di tutti i comfort.Ospita 4 persone.Ventilatori nelle camer The apartment is located in the historic center right in front of the wonderful church of San Francesco and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can host up to 4 people. Fan in the rooms.

House of Delights - The Medici private leisure house
La Casa di Delizie, a luxurious retreat nestled in a historic guard tower dating back to the Middle Ages, once cherished by the Medici family. Adorned with the exquisite fresco "Caduta di Icaro," this exclusive apartment seamlessly blends rich history with contemporary luxury. Ideally located on Via Orti Oricellari, just 150 meters from the main train station, it provides effortless access to Florence's treasures. Indulge in bespoke experiences and refined amenities for an unforgettable escape!

Museum Suite - Luxurious unit with a River View -
After 13 wonderful years of hosting on Airbnb, the time has come to close this incredible chapter and embrace the next. These upcoming 7 months will be the final season for MuseumSuite, in Jan 2027, the property will be sold and transformed into a private family residence. It has been an absolute honor and a privilege to welcome guests from all walks of life. Each of you has deeply enriched my journey, and I hope that MuseumSuite has left a beautiful, lasting impression on your lives as well.

Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

Villa di Geggiano – Alfieri Suite
The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

“La Vittoria” House
Mine is a beautiful apartment for exclusive use in the center of Monticchiello. Equipped with every comfort, fully equipped kitchen. Linens. Bright living room and two comfortable bedrooms, one of which overlooks one of the main squares of the village and enjoys views of the Val d'Orcia and Mount Amiata. A stone's throw from my Ristorante Daria, one of the best in the area where you can taste good traditional dishes revisited impeccably. I look forward to seeing you! Deborah

I Tramonti di Eramo, downtown Montepulciano.
Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.
CasaNella: centrale, luminosa, e panoramica
Cozy, elegant and delightful apartment in the center of Cortona, with an enchanting view that sweeps from Lake Trasimeno to Valdichiana. Carefully furnished, it is the ideal place to spend a few days in this wonderful town. A short walk from the main road, but in a quiet and panoramic location. Free parking is a short distance away. Equipped with heating and air conditioning. High speed WiFi available. Great for smart working.

Cortona Shabby Chic House - independent & balcony-
Questo è un appartamento curato da una Superhost che vive Cortona ogni giorno. Il mio alloggio è situato in pieno centro storico a soli pochi passi dalle piazze e vie principali. Questo grazioso appartamento è di recente ristrutturazione e può ospitare fino a 3 persone. Appartamento indipendente con entrata singola tutto in un solo piano, con balcone. Arredato con cura, dotato di tutti i comfort per un totale relax

Casa Ricci Apartment in a 14th-century building
Our apartment is located a few meters from Piazza Grande, sleeps up to 4 people and overlooks a beautiful view. It was recently renovated and is located in a historic building from the 1300s. Our apartment is located a few meters from Piazza Grande, it sleeps up to 4 people and overlooks a beautiful view. It was recently renovated and is located in a historic building from the 1300s.

I Terrazzini apt.1
In one of the most beautiful old buildings of the hystorical center, completely refurbished very sunny and scenic: a balcony with a spectacular view over Cortona roofs,Valdichiana, Trasimeno Lake and mountains far away. Living,attic,dinig,kitchen,bathroom,two bedrooms. Just few steps down the street and you are in Ruga Piana or Signorelli Square "movida"

Casa Le Contesse
It's a small apartment, part of the farmhouse where I live. It's located on the ground floor, with independent access, on a hill amidst olive trees, one km from Cortona. Parking, private access, and use of the very scenic garden are available.
Popular amenities for Castiglion Fiorentino apartment rentals
Weekly apartment rentals

Ca' delle Acquarelli

Luxury - Lake Trasimeno VIEW - Passignano - AC

Charming apartment with small gardens, pool access

Hamlet of San Biagio a Colle - Chestnut House

Penthouse in small medieval castle near Florence

Impressive renaissance residence w/lift

Casa AlMa: air conditioning and private terrace

casa Sonia
Private apartment rentals

Casale La Cedrina (Il Melograno)

Elegant historic Palazzo, views of Tuscan valley

Experience an ancient island with a garden by the lake

Borgo Iesolana Country Retreat Suite Superior

La Loggia Apartment

Penthouse 26

Charming Tuscan Home with Splendid Terrace

At Paola's in Chianti
Apartment rentals with a hot tub

Love Honeymoon Jacuzzi Piazza Signoria View Ac WiF
Executive Apartment City Center

A Cosy flat

At the top faboulous terrace Florence

Suite Michelangelo with Terrace

Charming House in Montepulciano

Domus Nannini - L'Arco di Matteotti Spa

Luxury frescoed apartment in the historical center
When is the best time to visit Castiglion Fiorentino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $138 SGD | $117 SGD | $115 SGD | $131 SGD | $131 SGD | $149 SGD | $167 SGD | $134 SGD | $138 SGD | $126 SGD | $126 SGD | $161 SGD |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°C |
Destinations to explore
- Rentals with outdoor seating Castiglion Fiorentino
- Rentals with a washing machine and dryer Castiglion Fiorentino
- Family-friendly rentals Castiglion Fiorentino
- Rentals with a fireplace Castiglion Fiorentino
- House rentals Castiglion Fiorentino
- Rentals with pools Castiglion Fiorentino
- Rentals with a patio Castiglion Fiorentino
- Pet-friendly rentals Castiglion Fiorentino
- Villa rentals Castiglion Fiorentino
- Smoking-friendly rentals Castiglion Fiorentino
- Flat rentals Arezzo
- Flat rentals Tuscany
- Flat rentals Italy
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Stazione Santa Maria Novella
- Lake Trasimeno
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Mercato Centrale
- Uffizi Gallery
- Piazza della Repubblica
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Centro Storico Orvieto
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Boboli's Garden
- Parco delle Cascine
- Basilica of St Francis
- Medici Chapel
- Basilica of Santa Croce
- Piazza della Signoria
- Del Chianti
- Stadio Artemio Franchi





